Vacation Rentals Fort Myers - Vacation Rentals in Surfside

Sunflower From US $76
         

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8.5 (2 Reviews)
House
  • Parking
  • Child Friendly
  • Internet
Coco Sands Studios From US $229
         

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9.6 (162 Reviews)
Apartment
  • Pet Friendly
  • Designated Smoking Area
  • TV
Oceanfront Oasis w/2 Balconies & Steps to Downtown! From US $308
         

Condo Complex on the Beach 2 Bed 2 Bath From US $218
         

9.8 (65 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Pool/Beach View Condo From US $397
         

10.0 (266 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Surfside

Over 1591+ Luxury Places to Stay in or Near Surfside
Boathouse - #7 - Direct River Access and Beach From US $6,027
         

9.4 (6 Reviews)
Resort
  • Air Conditioner
  • Designated Smoking Area
  • TV
Chasing Pelicans #9 - Waterfront - Sunset Views From US $6,027
         

10.0 (1 Review)
Resort
  • Air Conditioner
  • Designated Smoking Area
  • TV
Compass 2BR Suite - Gourmet Kitchen - Water view From US $6,004
         

8.0 (1 Review)
Resort
  • Air Conditioner
  • Designated Smoking Area
  • TV
Under the Umbrellas #10 - Waterfront Sunset View From US $6,004
         

9.6 (4 Reviews)
Resort
  • Air Conditioner
  • Designated Smoking Area
  • TV
Boardshorts and Passports #3 - Direct River Access From US $4,809
         

10.0 (4 Reviews)
Resort
  • Air Conditioner
  • Designated Smoking Area
  • TV
Sandals and Scandals #2- Direct River Access and Beach From US $4,809
         

10.0 (9 Reviews)
Resort
  • Air Conditioner
  • Designated Smoking Area
  • TV
Rent This Resort - Gated Private Waterfront Space From US $4,774
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Surf's Up #6 - Direct River Access w/Beach and Dock From US $4,739
         

8.8 (5 Reviews)
Resort
  • Air Conditioner
  • Designated Smoking Area
  • TV

Top-Rated Vacation Rentals with a Pool in Surfside

Over 837+ Top-Rated Vacation Rentals with a Pool in or Near Surfside
Lost Inn Paradise From US $249
         

10.0 (360 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Ocean View and Beach View From US $150
         

10.0 (153 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Surfside

Over 477+ Pet-Friendly Vacation Rentals in or Near Surfside
Ocean View Steps From Beach! 75” TV Free WiFi & Movie From US $255
         

9.8 (150 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
The Pearl - Pool w Screen on Canal - Boat Rental From US $536
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
SōLE From US $510
         

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9.6 (19 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Coastal Cottage 233 - Walk to Beach, King Bed From US $217
         

10.0 (118 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Stunning Oceanfront Views from Beautifully updated Condo From US $345
         

10.0 (113 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Surfside on PetFriendly.io

Large Vacation Homes & Villas in Surfside

Over 179+ Large Vacation Homes & Villas in or Near Surfside
Private Pool Home, Walk to Beach From US $558
         

10.0 (105 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Penguins on the Beach Villas From US $392
         

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8.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Surfside

Over 352+ Wheelchair Accessible Vacation Homes in or Near Surfside
Direct Ocean 3 bed, 3 1/2 bath From US $561
         

10.0 (134 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachfront 3BR Condo w/Pool & Balcony – Cocoa Beach From US $261
         

Surfside Vacation Rentals and Airbnb Places to Stay Under $200

Over 373+ Surfside Vacation Rentals and Airbnb Places to Stay Under $200
Uptown Cottage - Walking Distance to all Downtown! From US $170
         

10.0 (50 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Shark Tank TownCenter Walk to Beach Bars Shops & Downtown Cocoa Beach From US $169
         

Beach Place Guesthouses From US $190
         

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9.4 (741 Reviews)
Cottage
  • Air Conditioner
  • TV
  • View
Midtown Cottage - Walk to it All! From US $169
         

10.0 (39 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Bali Bungalow - Heart of Cocoa Beach! From US $163
         

10.0 (20 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
1- King bed/1- sofa bed/1.5bath Block from Beach From US $199
         

Instantly Bookable Vacation Homes in Surfside

Over 992+ Instantly Bookable Vacation Homes in or Near Surfside
Beach, Surf, Rocket Launches -333 By The Sea From US $226
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beach Bungalows By The Sea 2 From US $88
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Beachfront Condo in Cocoa Beach From US $270
         

9.4 (78 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Coastal Cottage 225 - Walk to Beach, King Bed From US $214
         

10.0 (107 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

About Surfside Vacation Rentals

With more than 1600 Surfside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Vacationrentalsfortmyers and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Surfside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Vacationrentalsfortmyers Surfside, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Surfside. Places to stay near Surfside are 803.39 ft² on average, with prices averaging US $410 a night.

Vacationrentalsfortmyers makes it easy and safe to find and compare vacation rentals in Surfside with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Surfside

Type Count
Vacation Homes 506
Holiday Apartments 261
Resorts 59
Hotels 53
Villas 41
Cottages 32
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Surfside

Pro Tip: Vacationrentalsfortmyers makes it easy to compare the best listings on Vacationrentalsfortmyers homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vacationrentalsfortmyers homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Surfside.

Weather in Surfside

View the weather forecast for Surfside before booking your Surfside Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Surfside Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Surfside?
How many vacation rentals are available in Surfside?

Currently, the total number of properties listed in 2026 is over 1600 in the Surfside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Surfside.